Evidence map›Paper›PMID 32154603›Full record

ArticleChemistry (Weinheim an der Bergstrasse, Germany)2020

Fluorogenic Bifunctional trans-Cyclooctenes as Efficient Tools for Investigating Click-to-Release Kinetics.

Mark A R de Geus, Elmer Maurits, Alexi J C Sarris, Thomas Hansen, Max S Kloet, Kiki Kamphorst, Wolter Ten Hoeve, Marc S Robillard, Andrea Pannwitz, Sylvestre A Bonnet and 4 more

Abstract read
In one paragraph

Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.

0numbers the graph read from it
0cells of the map it votes in
8citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

8 citing papers in PubMed.

  1. Orthogonal Site-Specific Dual Bioconjugation of Aryl and Alkyl Thiols.Journal of the American Chemical Society · 2025
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4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

14 authors.

Mark A R de GeusLeiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC, Leiden, The Netherlands.ORCID http://orcid.org/0000-0002-1639-5890
Elmer MauritsLeiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC, Leiden, The Netherlands.ORCID http://orcid.org/0000-0001-9631-9152
Alexi J C SarrisLeiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC, Leiden, The Netherlands.ORCID http://orcid.org/0000-0001-9566-4616
Thomas HansenLeiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC, Leiden, The Netherlands.ORCID http://orcid.org/0000-0002-6291-1569
Max S KloetLeiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC, Leiden, The Netherlands.ORCID http://orcid.org/0000-0002-8997-4412
Kiki KamphorstLeiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC, Leiden, The Netherlands.
Wolter Ten HoeveSyncom, Kadijk 3, 9747 AT, Groningen, The Netherlands.
Marc S RobillardTagworks Pharmaceuticals, Geert Grooteplein Zuid 10, 6525 GA, Nijmegen, The Netherlands.ORCID http://orcid.org/0000-0002-3690-2087
Andrea PannwitzLeiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC, Leiden, The Netherlands.ORCID http://orcid.org/0000-0001-9633-0730
Sylvestre A BonnetLeiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC, Leiden, The Netherlands.ORCID http://orcid.org/0000-0002-5810-3657
Jeroen D C CodéeLeiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC, Leiden, The Netherlands.ORCID http://orcid.org/0000-0003-3531-2138
Dmitri V FilippovLeiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC, Leiden, The Netherlands.ORCID http://orcid.org/0000-0002-6978-7425
Herman S OverkleeftLeiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC, Leiden, The Netherlands.ORCID http://orcid.org/0000-0001-6976-7005
Sander I van KasterenLeiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC, Leiden, The Netherlands.ORCID http://orcid.org/0000-0003-3733-818X

Funding

H2020 European Research Council 639005
6 · The paper itself

Abstract

The inverse electron demand Diels-Alder pyridazine elimination reaction between tetrazines and allylic substituted trans-cyclooctenes (TCOs) is a key player in bioorthogonal bond cleavage reactions. Determining the rate of elimination of alkylamine substrates has so far proven difficult. Here, we report a fluorogenic tool consisting of a TCO-linked EDANS fluorophore and a DABCYL quencher for accurate determination of both the click and release rate constants for any tetrazine at physiologically relevant concentrations.

Indexed as

bioorthogonal chemistryDiels-Alder reactionsfluorescent probeskineticsnitrogen heterocycles

Identifiers

PMID32154603
PMCPMC7496853

What OpenQuestion holds

Textmetadata
LicenceCC BY-NC-ND
Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.